Chapter 14: Q.21558-14-3P. (page 533)
How many 1H NMR signals does each compound show?
a.

b.

c.

d.

e.

f.

g.

h.

Short Answer
a. 2
b. 2
c. 2
d. 2
e. 4
f. 4
g. 5
h. 4
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Chapter 14: Q.21558-14-3P. (page 533)
How many 1H NMR signals does each compound show?
a.

b.

c.

d.

e.

f.

g.

h.

a. 2
b. 2
c. 2
d. 2
e. 4
f. 4
g. 5
h. 4
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Question: 18-Annulene shows two signals in its 1 H NMR spectrum, one at 8.9 (12 H) and one at –1.8 (6 H) ppm. Using a similar argument to that offered for the chemical shift of benzene protons, explain why both shielded and deshielded values are observed for 18-annulene.

Question: Describe the \({}^{\bf{1}}{\bf{H}}\)NMR spectrum of each compound. State how many NMR signals are present, the splitting pattern for each signal, and the approximate chemical shift.
a.

b.

c.

d.

Question: (a) How many 1H NMR signals does each compound show? (b) Into how many peaks is each signal split?
Question: Into how many peaks will the signal for each of the labeled protons be split?
Question. Treatment of (CH3)2 CHCH2CH(OH)CH2CH3 with TsOH affords two products (M and N) with the molecular formula C6H12 . The 1 H NMR spectra of M and N are given below. Propose structures for M and N, and draw a mechanism to explain their formation.

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